(*): W=Win, N=Nomination
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2002 | W | Best Foreign TV Personality - Male (Basta utlandska manliga tv-personlighet) | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | W | Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication | Late Show with David Letterman (1993) (TV) | - |
| 1999 | N | Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication | Late Show with David Letterman (1993) (TV) | - |
| 1996 | N | Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication | Late Show with David Letterman (1993) (TV) | - |
| 1995 | W | Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication | Late Show with David Letterman: Video Special (1995) (TV Movie) | - |
| 1994 | W | Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication | Late Show with David Letterman (1993) (TV) | - |
| 1989 | W | Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication | Late Show with David Letterman (1982) (TV) | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 1981 | W | Outstanding Host or Hostess in a Variety Series | The David Letterman Show (1980) (TV) | - |
| 1981 | W | Special Classification of Outstanding Individual Achievement - Writers | The David Letterman Show (1980) (TV) | Rich Hall, Gerard Mulligan, Paul Raley |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2008 | N | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | - |
| 2008 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (written by) |
| 2007 | N | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | - |
| 2007 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writer) |
| 2006 | N | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | - |
| 2006 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writer) |
| 2005 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writter) |
| 2004 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writer) |
| 2003 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writter) |
| 2002 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writter) |
| 2001 | N | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | - |
| 2001 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland (writer) |
| 2000 | N | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) (TV) | Michael Barrie, Carter Bays, Jon Beckerman |
| 1999 | N | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) (TV) | Gerard Mulligan, Michael Barrie, Eric Stangel |
| 1998 | N | Outstanding Performance in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | - |
| 1998 | N | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) (TV) | Michael Barrie, Carter Bays, Jon Beckerman (head writer) |
| 1997 | N | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) (TV) | Alex Gregory, Matt Harrigan, Peter Huyck (writer) |
| 1996 | N | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) (TV) | Barbara Gaines, Joe Toplyn, Peter Lassally (executive producer) |
| 1996 | N | Outstanding Individual Achievement in Writing for a Variety or Music Program | Late Show with David Letterman: Video Special II (1996) (TV Movie) | Gerard Mulligan, Larry Jacobson, Steve Young |
| 1995 | N | Outstanding Individual Achievement in Writing for a Variety or Music Program | Late Show with David Letterman: Video Special (1995) (TV Movie) | Gerard Mulligan, Larry Jacobson, Steve Young |
| 1995 | N | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) (TV) | Hal Gurnee (supervising producer), Jude Brennan, Rob Burnett (producer) |
| 1994 | W | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) (TV) | Peter Lassally , Robert Morton (executive producer), Jude Brennan (producer) |
| 1994 | N | Outstanding Individual Achievement in Writing in a Variety or Music Program | Late Show with David Letterman (1993) (TV) | Dave Hanson, Larry Jacobson, Gerard Mulligan (writer) |
| 1993 | N | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1982) (TV) | Peter Lassally (executive producer), Robert Morton (co-executive producer), Jude Brennan (producer) |
| 1993 | N | Outstanding Individual Achievement in Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Steve Young (writer) |
| 1992 | N | Outstanding Individual Achievement in Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Steve Young (writer) |
| 1992 | N | Outstanding Variety, Music or Comedy Program (Series) | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1991 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1991 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Steve Young (writer) |
| 1990 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Adam Resnick |
| 1990 | N | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1989 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1989 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Adam Resnick |
| 1988 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Adam Resnick |
| 1988 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1988 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1987 | W | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Adam Resnick (writer) |
| 1987 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1986 | W | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Fred Graver (writer) |
| 1986 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1985 | W | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Fred Graver |
| 1985 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Fred Graver (writer) |
| 1985 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Larry Jacobson, Fred Graver (writer) |
| 1984 | W | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Joe Toplyn,Chris Elliott, Matt Wickline (writer) |
| 1984 | N | Outstanding Variety, Music or Comedy Program | Late Show with David Letterman (1982) (TV) | Jack Rollins (executive producer), Robert Morton (producer) |
| 1984 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | James Downey, Gerard Mulligan, Andy Breckman (writer) |
| 1984 | N | Outstanding Writing in a Variety or Music Program | Late Show with David Letterman (1982) (TV) | Gerard Mulligan, Joe Toplyn, George Meyer (writer) |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2015 | N | Favorite Late Night Talk Show Host | - | - |
| 2014 | N | Favorite Late Night Talk Show Host | - | - |
| 2013 | N | Favorite Late Night Talk Show Host | - | - |
| 2012 | N | Favorite Late Night TV Host | Late Show with David Letterman (2011) (TV) | - |
| 2006 | N | Favorite Late Night Talk Show Host | - | - |
| 2005 | W | Favorite Late Night Talk Show Host | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2012 | W | - | - | - |
| 2011 | N | - | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2001 | N | Talk-Variety Star of the Year | - | - |
| Year | * | Category | Works | Shared |
|---|---|---|---|---|
| 2008 | N | Comedy/Variety - (Including Talk) Series | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel (head writer), Jim Mulholland |
| 2002 | N | Comedy/Variety - (Including Talk) Series | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel, Jim Mulholland |
| 2001 | N | Comedy/Variety - (Including Talk) Series | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel, Jim Mulholland |
| 2000 | N | Comedy/Variety - (Including Talk) Series | Late Show with David Letterman (1993) (TV) | Eric Stangel, Justin Stangel, Jim Mulholland |
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